| October |
| | 3 | | Campbellsville | vs. | TBA | | |
| | University of the Cumberlands Invitational | |
| January |
| | 30 | 9:00AM | Georgetown | vs. | Southern Illinois | 0-7 | |
| | @ Eastern Kentucky University | |
| February |
| | 4 | 2:00PM | Cumberlands (KY) | @ | Union | 1-8 | |
| % | 19 | 3:00PM | Campbellsville | @ | Western Kentucky | 0-7 | |
| | Exhibition | |
| | 20 | 9:00AM | Cumberlands (KY) | @ | Eastern Kentucky | 0-6 | |
| | | 6:00PM | Georgetown | @ | Eastern Kentucky | 0-7 | |
| March |
| | 1 | 2:00PM | Lincoln Memorial University | @ | Cumberlands (KY) | 9-0 | |
| | 3 | 2:00PM | Cumberlands (KY) | @ | Carson-Newman College | 2-6 | |
| | 4 | 3:00PM | Shorter | @ | Lindsey Wilson | 5-2 | |
| | 9 | 1:00PM | Lindsey Wilson | @ | Union | 5-4 | |
| | 10 | 2:00PM | Cumberlands (KY) | @ | Lincoln Memorial University | 0-9 | |
| | | 3:00PM | Campbellsville | @ | Centre College | 9-0 | |
| | 13 | | Lindsey Wilson | vs. | Auburn University Montgomery | 0-5 | |
| | Auburn University-Montgomery Tournament (Montgomery, Ala.) | |
| | | | Lindsey Wilson | vs. | Xavier | 5-4 | |
| | Auburn University-Montgomery Tournament (Montgomery, Ala.) | |
| | | 9:00AM | Cumberlands (KY) | @ | Centre College | 5-4 | |
| | | 2:00PM | Cumberlands (KY) | vs. | Cedarville University | 5-4 | |
| | @ Centre College | |
| | 14 | | Georgetown | vs. | Saint Ambrose University | 8-1 | |
| | Orlando, FL | |
| | | | Lindsey Wilson | vs. | Oklahoma Christian University | 0-5 | |
| | Auburn University-Montgomery Tournament (Montgomery, Ala.) | |
| | 15 | | Georgetown | vs. | William Jewell College | 4-5 | |
| | Orlando, FL | |
| | | | Cumberlands (KY) | @ | Covenant College | 3-6 | |
| | | | Campbellsville | vs. | Birmingham Southern | 3-6 | |
| | Orlando, Fla. | |
| | 16 | | Cumberlands (KY) | @ | Tennessee Wesleyan | 3-5 | |
| | 17 | | Georgetown | vs. | Oklahoma Baptist University | 0-9 | |
| | Orlando, FL | |
| | | | Hastings College | vs. | Campbellsville | 0-9 | |
| | 18 | | Georgetown | vs. | SCAD Savannah | 3-6 | |
| | Orlando, FL | |
| | | | Webber International | vs. | Campbellsville | | |
| | 19 | 9:00AM | SCAD Savannah | vs. | Campbellsville | 4-5 | |
| | 20 | | Georgetown | vs. | Berry College | 6-3 | |
| | Orlando, FL | |
| * | 23 | 3:00PM | Lindsey Wilson | @ | Georgetown | 8-1 | |
| | 24 | 3:00PM | Campbellsville | @ | Oakland City University | 8-1 | |
| | 25 | 3:00PM | Indiana Wesleyan University | @ | Georgetown | RAIN | |
| * | 26 | 3:00PM | Cumberlands (KY) | @ | Campbellsville | 2-7 | |
| | | 4:30PM | Brescia University | @ | Lindsey Wilson | 1-7 | |
| | 27 | | Brescia University | @ | Cumberlands (KY) | 4-5 | |
| | | 12:00PM | Lindsey Wilson | @ | Western Kentucky | 4-3 | |
| | | 2:00PM | Martin Methodist | @ | Georgetown | 7-2 | |
| | | 2:00PM | Union | @ | Cumberlands (KY) | 5-3 | |
| * | 30 | 3:00PM | Campbellsville | @ | Georgetown | 8-1 | |
| April |
| | 1 | 3:00PM | Brescia University | @ | Georgetown | 1-8 | |
| | 2 | 9:00AM | Cumberland (TN) | @ | Georgetown | RAIN | |
| | | 6:00PM | Bethel | vs. | Lindsey Wilson | 1-8 | |
| | @ Georgetown, Ky. | |
| | | 6:00PM | Lindsey Wilson | vs. | Cumberland (TN) | 7-2 | |
| | @ Georgetown, Ky. | |
| | | 7:00PM | Cumberlands (KY) | @ | University of Kentucky | 2-4 | |
| | 3 | 9:00AM | Bethel | @ | Georgetown | 5-1 | |
| | 4 | 10:00AM | Bethel | @ | Georgetown | 5-1 | |
| | 5 | 2:00PM | Indiana University Southeast | @ | Lindsey Wilson | 2-7 | |
| * | 7 | 3:00PM | Georgetown | @ | Cumberlands (KY) | 6-3 | |
| * | | 3:00PM | Lindsey Wilson | @ | Campbellsville | 8-1 | |
| | 8 | 2:00PM | Union | @ | Lindsey Wilson | 4-5 | |
| | 9 | 11:00AM | Cumberland (TN) | @ | Cumberlands (KY) | 5-1 | |
| | | 2:00PM | Campbellsville | @ | Cumberlands (KY) | 6-0 | |
| | | 3:00PM | Campbellsville | @ | Cumberland (TN) | 5-2 | |
| | 10 | 9:00AM | Georgetown | vs. | Olivet Nazarene University | 5-4 | |
| | @ Ohio Dominican University | |
| | | 12:00PM | Indiana University Southeast | @ | Campbellsville | 1-8 | |
| | | 4:00PM | Georgetown | @ | Ohio Dominican College | 4-5 | |
| | 11 | 11:00AM | Georgetown | @ | Walsh University | 1-8 | |
| * | 12 | 2:00PM | Lindsey Wilson | @ | Cumberlands (KY) | 8-1 | |
| | 13 | 3:00PM | Oakland City University | @ | Campbellsville | 0-9 | |
| | 15 | 2:00PM | Lindsey Wilson | @ | Mars Hill College | 7-2 | |
| | 16 | 2:00PM | Carson-Newman College | @ | Cumberlands (KY) | 6-3 | |
| | | 3:00PM | Georgetown | @ | Lincoln Memorial University | 2-7 | |
| | 17 | | Georgetown | vs. | Lee University | 4-5 | |
| | @ Lincoln Memorial University | |
| | | 10:00AM | Ohio Dominican College | vs. | Campbellsville | | |
| | | 1:00PM | Indiana University Southeast | @ | Cumberlands (KY) | 4-5 | |
| | | 2:00PM | Campbellsville | @ | Brescia University | 5-0 | |
| | | 3:00PM | Martin Methodist | @ | Lindsey Wilson | 4-5 | |
| | 19 | 3:00PM | Western Kentucky | @ | Campbellsville | 5-4 | |
| | | 4:30PM | Georgetown | @ | Centre College | 8-1 | |
| | 22 | 10:00AM | Cumberlands (KY) | vs. | Lindsey Wilson | 0-5 | |
| | MSC Tournament - April 22-24 | |
| | | 10:30AM | Campbellsville | vs. | Georgetown | 5-0 | |
| | Mid-South Conference Tournament - Georgetown, Ky. | |
| | | 2:00PM | Campbellsville | vs. | Lindsey Wilson | 0-6 | |
| | Mid-South Conference Championship - Georgetown, Ky. | |
| | 30 | 7:00PM | Lindsey Wilson | vs. | Ohio Dominican College | 5-0 | |
| | NAIA Qualifying Tournament | |
| May |
| | 11 | 1:00PM | Campbellsville | vs. | Olivet Nazarene University | 5-1 | |
| | NCCAA National Tournament Pool Play - Mobile, Ala. (Mobile Tennis Center) | |
| | | 7:00PM | Campbellsville | vs. | Spring Arbor University | 5-1 | |
| | NCCAA National Tournament Pool Play - Mobile, Ala. | |
| | 12 | 1:00PM | Campbellsville | vs. | King College | 5-4 | |
| | NCCAA National Tournament Pool Play - Mobile, Ala. | |
| | | 7:00PM | North Greenville | vs. | Campbellsville | 5-4 | |
| | NCCAA National Tournament Semifinal - Mobile, Ala. | |
| | 19 | 8:00AM | Lindsey Wilson | vs. | Bethany College | 6-1 | |
| | NAIA National Tournament (Mobile, Ala.) - May 18-22 | |
| | | 2:00PM | Lindsey Wilson | vs. | Vanguard University | 0-5 | |
| | NAIA National Tournament (Mobile, Ala.) - May 18-22 | |
